Giftory Gift Cards
- Take the stress out of choosing the perfect gift
- Add a personalized message
- Ideal for birthdays, anniversaries and holidays
- No expiration date
Free Returns & Exchanges
Use code GIFT10 for 10% off
e-Gifts Delivered Instantly
Air Tours Chicago
Discover the majestic skyline of Chicago from a bird's-eye view with our exclusive Chicago air tours. These flights offer a unique perspective on the Windy City's iconic landmarks, providing an unforgettable gift of experience. Perfect for adventurers and sightseers alike, an air tour over Chicago is a breathtaking way to celebrate any occasion.
Read moreAll Filters
Sort By:
Chicago plane tours
Take to the skies with our breathtaking Chicago plane tours and see the Windy City from an unparalleled aerial perspective. Whether you're soaring over the majestic Chicago skyline, gliding past the historic Navy Pier, or circling above the sparkling waters of Lake Michigan, each flight offers a unique adventure that showcases the city's iconic landmarks from above. Ready for an unforgettable experience? Book your tour today and witness the beauty of Chicago like never before!
Types of plane tours available
Aerial tours of the Chicago skyline
Our array of aerial tours provides stunning views of Chicago’s most famous features, including Wrigley Field, the bustling Chicago River, and the towering Willis Tower. Each flight is a chance to capture the architectural magnificence and sprawling urban landscape of Chicago, providing memories and photo opportunities that last a lifetime.
Exclusive private plane tours
Seeking a more personal experience? Opt for our private tour options. Tailor your journey over the skies of Chicago, whether it’s a romantic flight over Lake Michigan or a customized route around downtown’s glittering towers. Perfect for special occasions, these private excursions ensure a memorable and intimate adventure.
Historical and themed airplane tours
For history buffs or themed adventure seekers, our tours offer deep dives into Chicago’s rich tapestry. Fly over historical landmarks like the Chicago Executive Airport or Midway Airport, and learn about the city’s vibrant history from a bird’s eye view.
After your aerial tour, consider a boat tour of Chicago to see the city from a different angle, or combine your flight with a Chicago city tour for a comprehensive day of exploration. Explore more Chicago experience gifts for other unique activities in the city.
Planning your tour
Booking a Chicago plane tour is easy and accessible. Consider the time of day for optimal lighting and weather conditions to ensure the best experience possible. Be aware of any age or health restrictions, and prepare for your flight with light clothing and cameras ready to capture the stunning views.
Why choose Chicago for your plane tour
Chicago is renowned not only for its incredible architecture and lakeside views but also for the unique perspective it offers from the air. The dynamic blend of nature and skyscrapers provides an exhilarating experience that’s hard to match. Don’t miss out on this extraordinary opportunity to see Chicago from the sky!